Photo by Philip Halling

Holiday Rentals in Winson

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Our top choices for Winson holiday rentals

The Lakes By YOO

The Lakes By YOO
5.0 star property
Lechlade
8.6 out of 10, Excellent, (34 reviews)
"A very peaceful stay "
United Kingdom
Fiona
The price is €271
includes taxes & fees
13 Jan - 14 Jan
The Lakes By YOO

The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
9.0 out of 10, Wonderful, (41 reviews)
"Really lovely accommodation. Staff were very friendly and helpful and made sure check in and out was easy. We went to the pub for food and it was excellent - great menu and well cooked and presented. Staff were really helpful again Lovely area for a walk or trip to the vineyard "
United Kingdom
Helen
The price is €86
includes taxes & fees
1 Feb - 2 Feb
The Coach House and The Stable

George Apartments

George Apartments
2.0 star property
Broadway
9.6 out of 10, Exceptional, (20 reviews)
"Spotlessly clean, super location and the parking space was a godsend with how busy Broadway is during New Year. Having stayed in the village for the past 15 years this was one of the best properties that I have stayed in. "
United Kingdom
Keelan
The price is €107
includes taxes & fees
21 Jan - 22 Jan
George Apartments

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (202 reviews)
"Absolutely brilliant"
United Kingdom
Philip
The price is €88
includes taxes & fees
18 Jan - 19 Jan
Strozzi Palace Suites by Mansley

Gloucester - Apartment - Sleeps 2 - Parking - 97ws

Gloucester - Apartment - Sleeps 2 - Parking - 97ws
3.0 star property
Gloucester
10.0 out of 10, Exceptional, (1 review)
"excellent location. Parking free from 3pm - 9am right outside the door. Very nicely renovated, good cooking facilities. Very friendly and helpful owner. Only downside for us was the bed is next to the wall so not so easy to get in and out of as a couple when you are old like us."
United Kingdom
Dawn
The price is €112
includes taxes & fees
14 Jan - 15 Jan
Gloucester - Apartment - Sleeps 2 - Parking - 97ws

The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19 reviews)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
The Cozy Apartment

The Little House on Gumstool Hill

The Little House on Gumstool Hill
Tetbury
8.8 out of 10, Excellent, (30 reviews)
"Very convenient place to stay and visit Cotswolds."
France
David C.
The price is €134
includes taxes & fees
13 Jan - 14 Jan
The Little House on Gumstool Hill

Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (39 reviews)
"Far better than expected for the price will use again"
United Kingdom
brian
The price is €91
includes taxes & fees
18 Jan - 19 Jan
Old Fleece Apartments

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (91 reviews)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is €89
includes taxes & fees
18 Jan - 19 Jan
Crescent Place by Mansley

Recently converted self-contained apartment with garden in Cotswold village

Recently converted self-contained apartment with garden in Cotswold village
Poulton
9.0 out of 10, Wonderful, (37 reviews)
"Really easy check in and perfect accomadation"
United Kingdom
Emma G.
The price is €101
includes taxes & fees
18 Jan - 19 Jan
Recently converted self-contained apartment with garden in Cotswold village

Charles Hope Apartments Swindon

Charles Hope Apartments Swindon
3.5 star property
South Swindon
7.4 out of 10, Good, (14 reviews)
"Must visit place."
United Kingdom
MANIK PREET
Charles Hope Apartments Swindon

Oakey Cottage

Oakey Cottage
2.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
The price is €236
includes taxes & fees
13 Jan - 14 Jan
Oakey Cottage

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (137 reviews)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
The price is €160
includes taxes & fees
15 Jan - 16 Jan
Portland Apartments

The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
2.0 star property
Gloucester
8.4 out of 10, Very good, (7 reviews)
"The location was great and the area quiet. Convenient to train and bus, grocery, and local interests. Property was ok in cleanliness (white grout and subway tile require a LOT of maintenance) and the modern updates were poorly installed. Far too many bric-a-brac to keep dusted. Comfortable and spacious. "
United States
Erin
The price is €151
includes taxes & fees
15 Jan - 16 Jan
The Judges Lodgings Boutique Hotel

Hobbes Cottage

Hobbes Cottage
3.5 star property
Malmesbury
10.0 out of 10, Exceptional, (2 reviews)
"A lovely cottage with history and character. As mentioned in the listings it would not be suitable for someone very tall or with difficulties. Facilities are excellent everything you need supplied. Parking is free but beware spaces can be all taken - it states 23 hours stay - no return for an hour, so be aware there is a car park attendant around! Cottage is within easy reach of the town and Abbey. A lovely stay"
United Kingdom
Pat
The price is €557
includes taxes & fees
16 Jan - 17 Jan
Hobbes Cottage

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very good, (21 reviews)
"Nice, central location. Quays nearby, so plenty of choices to eat/drink as well as the city centre being right there. Apartment was spacious, clean, recently refurbished by the look of it. Bed was comfortable, plenty of space in the apartment, nice kitchen and bathroom. "
United Kingdom
Robert
The price is €112
includes taxes & fees
25 Jan - 26 Jan
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN
2.5 star property
Chipping Norton
10.0 out of 10, Exceptional, (2 reviews)
"Had a lovely stay at Windsor cottage. Well presented, great amenities and the most comfortable bed in the master bedroom. Slept like a log! Ate out in local restaurants, which were lovely especially Alberto’s Italy. There are a couple of free parking areas in town 5-10 minutes away. During our stay there was a film set in place for Father Brown and a restriction at the end of the road. It didn’t take away from our stay, but was glad of the premier inn parking just a 100m away. We pulled up to...
United Kingdom
Anonymous traveller
The price is €275
includes taxes & fees
14 Jan - 15 Jan
Windsor Cottage-Bolthole in heart of CN

Stow on the Wold Scandi Chic Authentic Cottage

Stow on the Wold Scandi Chic Authentic Cottage
Stow-on-the-Wold
10.0 out of 10, Exceptional, (6 reviews)
"Lovely location, very clean, great communication, very charming cottage "
United Kingdom
Julie
The price is €253
includes taxes & fees
18 Jan - 19 Jan
Stow on the Wold Scandi Chic Authentic Cottage

Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds
Stanway
10.0 out of 10, Exceptional, (6 reviews)
"Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again."
United Kingdom
Lain H.
The price is €166
includes taxes & fees
13 Jan - 14 Jan
Shepherds Hut in the Cotswolds

Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
The price is €410
includes taxes & fees
29 Jan - 30 Jan
Jasmine Cottage-2BD in Heart of Bourton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winson Hotel Reviews

Find out more about Winson

Everything you need to know about Winson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winson holiday rentals we have selected for you start as low as €86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winson rentals

At Expedia, we put the best Winson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Winson?

Yes, there are holiday rentals close to the most popular sights in Winson, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winson has to offer?

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water: This holiday home rental outside of Winson offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

What’s there to see and do in Winson?

While exploring the area, visit family-friendly sights like The Model Village, or get outside and enjoy nature at Cirencester Roman Amphitheatre. Arlington Row and Chedworth Roman Villa are a couple of places you'll find in the wider area.

What’s a holiday rental in Winson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winson. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.